Palladium(ii) complexes with planar chiral ferrocenyl phosphane-(benz)imidazol-2-ylidene ligands

Pauline Loxq (1, 2) , Nathalie Debono (2, 1) , S. Gulcemal (3) , Jean-Claude Daran (2) , E. Manoury (2) , Rinaldo Poli (2, 4) , B. Cetinkaya (3) , A. Labande (2)

1 UT3 - Université Toulouse III - Paul Sabatier
2 LCC - Laboratoire de chimie de coordination
3 Department of Chemistry, Ege University
4 IUF - Institut universitaire de France

We describe here the first examples of planar chiral ferrocenyl phosphane-benzimidazol-2-ylidene ligands and their coordination chemistry with palladium(ii). All ligand precursors, namely enantiopure ferrocenyl phosphane-(benz)imidazolium salts, and all enantiopure palladium complexes have been fully characterised by 1H, 31P and 13C NMR, mass spectrometry and X-ray diffraction methods for seven examples. The potential of these very bulky bidentate ligands in catalysis was evaluated and compared to their imidazol-2-ylidene analogues. The influence of sterics was shown to be non-negligible as the bulkiest ligand gave the lowest activities in the asymmetric Suzuki-Miyaura reaction.

Domaines: Chimie de coordination

Pauline Loxq, Nathalie Debono, S. Gulcemal, Jean-Claude Daran, E. Manoury, et al.. Palladium(ii) complexes with planar chiral ferrocenyl phosphane-(benz)imidazol-2-ylidene ligands. New Journal of Chemistry, 2014, 38 (1), pp.338-347. ⟨10.1039/C3NJ00863K⟩. ⟨hal-02023133⟩